Jared fills Jordana in on his bizarre and funny late night Halloween experience and they also discuss the new Martha Stewart documentary. They hear from a listener who is struggling with communication from their partner. Next, they hear an Awkward Encounter that ends with them walking in on somebody in bed with another girl. Then, they discuss an email from a listener who isn't sure how to know if a relationship is serious if they both don't want marriage. Finally, they dive into a round of "Red Flag or Deal Breaker?" featuring a fat-phobic date, a boyfriend unwilling to compromise, and Olivia Rodrigo's number one red flag.

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